Gilvocarcin V
Names
IUPAC name
4-[3,4-dihydroxy-5-(1-hydroxyethyl)oxolan-2-yl]-8-ethenyl-1-hydroxy-10,12-dimethoxynaphtho[1,2-c]isochromen-6-one[1]
Other names
NSC348115,[1] Anandimycin A,[2] Toromycin B,[2] Antibiotic 1072B[2]
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C27H26O9/c1-5-12-8-15-19(17(9-12)33-3)14-10-18(34-4)21-16(29)7-6-13(20(21)25(14)36-27(15)32)26-23(31)22(30)24(35-26)11(2)28/h5-11,22-24,26,28-31H,1H2,2-4H3
    Key: XCWHINLKQMCRON-UHFFFAOYSA-N
  • O(C)C1=C2C(=C3C(C=4C(C(=O)O3)=CC(C=C)=CC4OC)=C1)C(=CC=C2O)[C@H]5O[C@@]([C@@H](C)O)([C@H](O)[C@H]5O)[H]
Properties
C27H26O9
Molar mass 494.496 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Gilvocarcin V is an antitumor agent and an antibiotic which is active against Gram-positive bacteria with the molecular formula C27H26O9.[3][4]Gilvocarcin V is produced by the bacterium Streptomyces griseoflavus and other Streptomyces bacteria.[3][4][1][5][6] Gilvocarcin V is a strong inhibitor of the DNA synthesis.[6]

References

  1. 1 2 3 "Gilvocarcin V". Pubchem.ncbi.NLM.nih.gov.
  2. 1 2 3 "Gilvocarcin V (Anandimycin A, Toromycin B, Antibiotic 1072B), CAS [77879-90-4] | BIOZOL". www.biozol.de.
  3. 1 2 Comprehensive Natural Products II: Chemistry and Biology. Elsevier. 5 March 2010. p. 257. ISBN 978-0-08-045382-8.
  4. 1 2 Buckingham, John (1987). Dictionary of Organic Compounds. Taylor & Francis. p. 359. ISBN 978-0-412-17050-8.
  5. ↑ Fischer, Carsten; Lipata, Fredilyn; Rohr, Jürgen (1 July 2003). "The Complete Gene Cluster of the Antitumor Agent Gilvocarcin V and Its Implication for the Biosynthesis of the Gilvocarcins". Journal of the American Chemical Society. 125 (26): 7818–7819. doi:10.1021/ja034781q. PMC 4480634. PMID 12822997.
  6. 1 2 Progress in Medicinal Chemistry. Elsevier. 1 January 1985. p. 20. ISBN 978-0-08-086270-5.

Further reading

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